Wayline

AI voice for property managers

Contract Product Designer

$75K - $125KSan Francisco, CA, US / Remote
Job type
Contract
Role
Design, UI / UX
Experience
3+ years
Visa
US citizenship/visa not required
Skills
Design systems, Marketing design, Figma
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Jason Okra
Jason Okra
Founder

About the role

At Wayline, we’re building AI voice operators that handle leasing, maintenance, and tenant communication for thousands of rental units.

What you’ll do

  • Design end-to-end product experiences across our product
  • Design desktop, responsive, and native mobile experience.
  • Design and ship AI-native interfaces where humans and agents interact seamlessly
  • Help create, expand, and define our Design System Library
  • Obsess over consistent well thought out design flows that result in great user experiences.

What we’re looking for

  • Strong Visual Design - Good Aesthetics design principles that are flexible not grounded in one type of design.
  • Solid UX Fundamentals — You care about how it works, not just how it looks.
  • Strong Experience with Figma Variables, Tokens, Components, and Flows. - Experienced using and building design sytems
  • Experience working with engineering - You can understand technical limitations and edge cases.
  • Familiar with maximizing AI effectively - You looks for ways to speed things up without losing quality
  • Passionate about the UX of AI - How to create better experience working with agents (could be invisible)

Bonus:

  • Technical Experience - Development, Vibe Coding, Working with Code.
  • Illustration

What this role is

  • You are shipping new designs for product workflows, websites, emails, and brand related content.
  • You will work directly with the Head of Product, Engineers, and Founders.

Why Wayline

  • We’re building core infrastructure for property managers
  • Our customers manage thousands of units — this product matters
  • Small team, high ownership, fast iteration
  • Backed by top-tier investors

Location

  • PST or CST timezone preferred

About the interview

  • Portfolio - Please submit with application
  • 15 min phone screen with Founding Product
  • Design Challenge - done over 2 days remotely
  • 1 hour work trial review with Founding Product, CTO, and CEO

About Wayline

Wayline is a 24/7 operator for property managers

Wayline
Founded:2025
Batch:S25
Team Size:3
Status:
Active
Location:San Francisco
Founders
Jason Okra
Jason Okra
Founder
Eric Rowell
Eric Rowell
Founder